6-Chloro-2-methylpyrimidin-4-amine

Name: 6-Chloro-2-methylpyrimidin-4-amine
Brand: ChemScene
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CAS No. 1749-68-4
Cat. No. CS-W018631
Purity≥98%
MDL No.MFCD07782029

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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6-Chloro-2-methylpyrimidin-4-amine|CS-W018631

Structure of 1749-68-4

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General Information

CAS No. 1749-68-4
Cat. No. CS-W018631
Purity ≥98%
MDL No. MFCD07782029
Storage -20°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆ClN₃
Molecular Weight 143.57
Synonym(s) 4-Amino-6-chloro-2-methylpyrimidine
SMILES C1=C(N=C(N=C1N)C)Cl

Description

6-Chloro-2-methylpyrimidin-4-amine serves as a key heterocyclic scaffold in medicinal chemistry, featuring a chlorinated pyrimidine core with a methyl group at C2 and an amino function at C4. This combination enables efficient coupling in transition-metal-catalyzed reactions, facilitating the construction of advanced pharmaceutical intermediates under standard conditions.

Application

6-Chloro-2-methylpyrimidin-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds through nucleophilic substitution and transition-metal-catalyzed coupling reactions. Its chlorine at C6 and amino group at C4 provide orthogonal reactivity for sequential functionalization, while the methyl substituent enhances metabolic stability. Bench-stable and readily purified, it facilitates scalable synthesis of kinase inhibitors and other bioactive heterocycles.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 51.8
LogP 1.02062
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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6-Chloro-2-methylpyrimidin-4-amine

CAS No. 1749-68-4

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